3-(4'-methylphenyl)-1-phenylpyrazole-4-carbaldehyde benzoylhydrazone | 131624-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(4'-methylphenyl)-1-phenylpyrazole-4-carbaldehyde benzoylhydrazone
• 英文别名: N-benzoyl-N'-[1-phenyl-3-(4-methylphenyl)-4-pyrazolylidene]hydrazine；N-[[3-(4-methylphenyl)-1-phenylpyrazol-4-yl]methylideneamino]benzamide
• CAS: 131624-87-8
• 化学式: C₂₄H₂₀N₄O
• 分子量: 380.449
• InChiKey: DAYTXZDJMGEAEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.61
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  59.28
• 氢给体数：
  1.0
• 氢受体数：
  4.0

文献信息

• Hypervalent iodine(III) mediated synthesis of novel unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles as antibacterial and antifungal agents
  作者：Om Prakash、Manoj Kumar、Rajesh Kumar、Chetan Sharma、K.R. Aneja

  DOI：10.1016/j.ejmech.2010.06.023

  日期：2010.9

  A series of novel 2,5-disubstituted 1,3,4-oxadiazoles 4 have been conveniently synthesized by oxidative cyclization of pyrazolylaldehyde N-acylhydrazones 3 promoted by iodobenzene diacetate under mild conditions (11 examples, up to 92% isolated yields). All the eleven compounds were tested in vitro for their antibacterial activity against Gram-positive bacteria namely, Staphylococcus aureus, Bacillus

  通过在温和条件下由碘代苯二乙酸酯促进的吡唑基醛N-酰基hydr酮3的氧化环化反应，可以方便地合成一系列新颖的2,5-二取代的1,3,4-恶二唑4（11个实例，分离产率高达92％）。在体外测试了所有这11种化合物对革兰氏阳性菌，即金黄色葡萄球菌，枯草芽孢杆菌和两种革兰氏阴性菌，即大肠杆菌和铜绿假单胞菌的抗菌活性。还测试了所有合成的化合物对两种真菌的抑制作用。
• Diaryl Pyrazole-4-carbaldehyde Benzoylhydrazones Metal Complexes: Synthesis and Their Antibacterial and Antioxidant Screening
  作者：Muhammad Nasrullah、Misbahul Ain Khan、Muhammad Naeem Khan、Mark G. Humphrey、Faizul Hassan Nasim、Faryal Chaudhry、Moeena Ghazal Abidi、Umar Farooq、Munawar Ali Munawar

  DOI：10.14233/ajchem.2013.13131

  日期：——

  Various heterocyclic ligands [1,3-diarylpyrazole-4-carbaldehyde benzoyl-hydrazones] and their metal complexes with Cu2+, Ni2+, Co2+, Pb2+, Zn2+ and Fe2+ have been synthesized, characterized and screened for their antibacterial and antioxidant activities. The synthesized compounds were characterized through elemental analysis and spectroscopic techniques (FTIR, 1H NMR and Mass).

  对各种杂环配体 [1,3-diarylpyrazole-4-carbaldehyde benzoyl-hydrazones] 及其与 Cu2+、Ni2+、Co2+、Pb2+、Zn2+ 和 Fe2+ 的金属配合物进行了合成、表征和抗菌及抗氧化活性筛选。合成的化合物通过元素分析和光谱技术（傅立叶变换红外光谱、1H NMR 和质谱）进行了表征。
• Design and synthesis of novel 2-phenyl-5-(1,3-diphenyl-1H-pyrazol-4-yl)-1,3,4-oxadiazoles as selective COX-2 inhibitors with potent anti-inflammatory activity
  作者：Sumit Bansal、Manju Bala、Sharad Kumar Suthar、Shivani Choudhary、Shoumyo Bhattacharya、Varun Bhardwaj、Sumit Singla、Alex Joseph

  DOI：10.1016/j.ejmech.2014.04.045

  日期：2014.6

  A novel series of 2-phenyl-5-(1,3-diphenyl-1H-pyrazol-4-yl)-1,3,4-oxadiazoles were designed and synthesized for selective COX-2 inhibition with potent anti-inflammatory activity. Among the compounds tested, 9g (2-(3-(4-nitrophenyl)-1-phenyl-1H-pyrazol-4-yl)-5-phenyl-1,3,4-oxadiazole) was found to be the most potent inhibitor of COX-2 with IC50 of 0.31 μM showing promising degree of anti-inflammatory activity in the carrageenan-induced rat paw edema model with ED50 of 74.3 mg/kg. The lead compound 9g further showed suppression of acetic acid-induced writhes comparable to that of aspirin and gastro-sparing profile superior to the aspirin. Molecular docking analysis displayed higher binding affinity of ligands towards COX-2 than COX-1.